Methyl iodide → 5-Chloro-6-methyl-4-(methylsulfanyl)pyrimidin-2(1H)-one

HRID 1075174Notes

Reaction equation

HRID 1075174 reaction equation
[CH3:1]I.[Cl:3][C:4]1[C:5](=[S:12])[NH:6][C:7](=[O:11])[NH:8][C:9]=1[CH3:10].[OH-].[K+]>>[CH3:10][C:9]1[NH:8][C:7](=[O:11])[N:6]=[C:5]([S:12][CH3:1])[C:4]=1[Cl:3]

Participants

4

Reactant 3

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 20494272HCID 20494272, compound

Product 1

HCID 204917685-Chloro-6-methyl-4-(methylsulfanyl)pyrimidin-2(1H)-oneYield 65%

Procedure

Methyl iodide (0.012 mol) was added to an aqueous solution prepared from 5-chloro-6-methyl-4-thiouracil (0.01 mol) and 0.725 M KOH (25 ml) and the reaction mixture was stirred at room temperature for 5 h. The solid precipitate formed was collected and was recrystallized from isopropanol; yield 65%, m.p. 268°.

Workup

  1. customThe solid precipitate formed
  2. customwas collected
  3. customwas recrystallized from isopropanol

Sources & evidence

ORD record
ord-65bba7c767f14add9972328c1a728189
Source dataset
uspto-grants-1983_07
Patent number
US04395406

Reaction notes

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